Water → HCID 86670920, Verbindung

HRID 1186493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1186493
[Br:1][C:2]1[N:7]=[C:6]([C:8]2[N:12]3[CH:13]=[CH:14][N:15]=[C:16](Cl)[C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][CH:3]=1.[N:18]1([CH2:24][CH2:25][NH2:26])[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1.CCN(CC)CC.O>CC(O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]2[N:12]3[CH:13]=[CH:14][N:15]=[C:16]([NH:26][CH2:25][CH2:24][N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 4082852-MorpholinoethylamineHCID 86670917HCID 86670917, Verbindung

Produkt 1

HCID 86670920HCID 86670920, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(6-bromo-pyridin-2-yl)-8-chloro-imidazo[1,2-a]pyrazine (from Example 38 supra) (3.09 g, 10.0 mmol), 2-morpholin-4-yl-ethylamine (2.6 g, 20.0 mmol), NEt3 (2.02 g, 20.0 mmol) in 2-propanol (300 mL) was stirred and heated at reflux for 16 hours. The solution was then cooled to room temperature and poured into water. The resulted solid was filtered and washed with water. The crude product was purified by chromatography (CH2Cl2:CH3OH, 20:1) to give [3-(6-bromo-pyridin-2-yl)-imidazo[1,2-a]pyrazin-8-yl]-(2-morpholin-4-yl-ethyl)-amine. (Yield 2.5 g, 62%). LC-MS: [M+H]+ 403.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 16 hours
  3. filtrationThe resulted solid was filtered
  4. washwashed with water
  5. customThe crude product was purified by chromatography (CH2Cl2:CH3OH, 20:1)

Quellen und Nachweise

ORD-Eintrag
ord-487c966197a540cc8e558966c93f51ef
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673905B2

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